Synthesis and Biological Evaluation of New Naphthoquinones Derivatives

Curr Org Synth. 2020;17(3):224-229. doi: 10.2174/1570179417666200212111956.

Abstract

New substituted 1,4-naphthoquinones have been prepared in good overall yields through the naphthol route. The cytotoxicity of these compounds was tested in vitro on MCF-7 breast tumor cells. The most active compound 14 displayed an IC50 of 15μM.

Objective: To investigate the cytotoxicity of new naphthoquinones derivatives on MCF-7 cells.

Methods: Synthesis of new naphtoquinones derivatives and in vitro evaluation of their cytotoxicity on MCF-7 cells (rezasurin cell-based assay).

Results: Starting from Ethyl 4-hydroxy-6,7-dimethoxy-2-naphthoate, four naphthoquinones were prepared and exhibited substantial cytotoxicity against MCF-7 cells.

Conclusion: Preliminary studies of the structure-activity relationship have shown the influence of the structural parameters and, in particular, the nature of the naphthoquinone side chain.

Keywords: MCF-7 cells; Quinones; antitumor agents; cytotoxicity; medicinal chemistry; naphthoquinones..

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antineoplastic Agents / chemical synthesis
  • Antineoplastic Agents / pharmacology*
  • Cell Proliferation / drug effects
  • Drug Screening Assays, Antitumor
  • Humans
  • MCF-7 Cells
  • Molecular Structure
  • Naphthoquinones / chemical synthesis
  • Naphthoquinones / pharmacology*
  • Structure-Activity Relationship

Substances

  • Antineoplastic Agents
  • Naphthoquinones